LETTER
Ring Opening of Protected and Unprotected Aziridines
71
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Figure 1 Reuse of the reaction media for the ring-opening reaction
of aziridine 1c
O
Br
O
PhSeZnBr
(BMIM)BF4
90 °C, 1 h
SePh
Ph
Cl
Ph
SePh
3 (35%)
4 (94%)
Br
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SePh
5 (73%)
Scheme 2 Synthesis of selenoester 3 and diorganyl selenides 4 and 5
believe that the chemistry described herein represents a
new route for the synthesis of chiral organoselenium com-
pounds containing nitrogen, among several applications,
these coumpounds are useful chiral ligands in asymmetric
catalysis. Intensive research in this area is in progress in
our laboratory.
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Supporting Information for this article is available online at
general procedures and 1H and 13C NMR spectra of all compounds.
Acknowledgment
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The authors thank CNPq, CAPES and FAPERGS for financial sup-
port. S.M.S. is grateful to TWAS-CNPq, and R.S.S. and E.E.A. to
CAPES and CNPq, for the PhD fellowships.
References and Notes
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